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Here's my 02 cent's worth:
Buy an S so you will have far more people interested in your car when you want to sell it.
If for no other reason, resaleability (not so much value, but the ability to sell it quickly) is important.
... and one more thing that's probably easy to argue with, but is important to me personally:
When you drive down the road and see an S, you will never think to yourself "I wish I had an S now that I've had the car a while."
My dad always said, "You'll never be dissapointed buying the top of the line." In my mind, that would be an S in the Boxster line.
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